
Experience Historic Boston
Welcome to The Boston Bailey, your destination in the heart of Historic Boston! Whether you're here to explore the Freedom Trail, a Convention, catch a game at Fenway Park, or simply soak in Boston's vibrant atmosphere, we offer comfortable and charming accommodations designed to make your stay unforgettable. Discover our curated selection of rooms and experience Boston like a local.
ABOUT THE BOSTON BAILEY
Welcome to our charming historic bed & breakfast, offering three charming suites for adults. Each suite boasts a private bath, ensuring a tranquil stay. Embrace the seamless experience with keyless entry and self check-in. Enjoy the timeless charm of our bed & breakfast while creating unforgettable memories in the heart of the city. View the property and see what we have to offer.
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COMFORTABLE SUITES & DISTINCTIVE AMENITIES
Stay in one of our bright and comfortable suites, where a delightful ambiance awaits you. Perfect for relaxation, our rooms are designed to help you unwind and enjoy some well-deserved rest after a long day.
AMENITIES
Free Wifi
Air Conditioning
Dishes & Utensils
Luxury bed sheets and towels
Iron & Ironing Board
Printer/Copier
Complimentary Coffee & Tea
Hair Dryer
Sitting Area

TEA PARTY WELCOME ROOM
Visit our charming Tea Party Room, the perfect spot to unwind and reflect on your day in Boston. Enjoy our cozy sitting area while sipping on complimentary coffee, tea, or bottled water. Whether you're looking to relax or get some work done we hope you make the most of your time with us!
RESERVE YOUR SUITE
Experience the charm of Boston, in all seasons. Book your suite today and treat yourself to a delightful escape in Historic Boston. Enjoy the vibrant culture, Boston Harbor & Beaches, conventions, history, stunning landscapes, and warm hospitality that make this city truly special. Don’t miss your chance for the perfect getaway!

One by Land Suite for your stay in Boston

A comfortable Eurotop King Bed

Plenty of Amenities

One by Land Suite for your stay in Boston





Your Private Suite with Private Bath



Your Private Suite with Private Bath

"This place was kinda better than a hotel! We had our own bathroom and they had a kitchen stocked with water, coffee, tea, and snacks. I was cold a few nights and reached out to Bill and Maureen, they responded to fast and placed a heater for me to use in the room! so grateful for that because I'm not used to the East Coast cold.....
The location is great, next to a shore that's beautiful and the bus stop to take your straight to downtown Boston is literally a few feet away from their front door."
Julia
California

"Bill and Maureen’s place was just as they described it!! Located away from downtown but in a really nice, clean, safe neighborhood. The place was easy to find and check-in process was smooth. There is a Blue Bike station located within a 5min walk, making traveling and exploring the area (including downtown) a breeze. The hosts were very friendly and very responsive. The price was very fair compared to other parts of Boston. The common shared tea room was very convenient with a fridge and coffee/tea. This was my first time in Boston but I would def rent this place again for a future trip"
Laura
North Carolina